Sales Enablement Trainer

Getwingapp; Tampa (FL); On-site; USD 60,000 - 80,000; Full time

Job summary

Getwingapp in Tampa, Florida is looking for a dynamic Sales Enablement Trainer to enhance the effectiveness of our sales team. This position focuses on real-world sales scenarios, requiring a hands-on approach to improve processes and provide immediate training solutions.

The ideal candidate will have a solid background in outbound B2B sales and be comfortable using various CRM tools. Join our team to make a significant impact and help develop future sales leaders.

Qualifications

• Experience in outbound/high-volume B2B sales with proven success.
• Ability to create and edit engaging training videos.
• Skilled in diagnosing sales challenges and providing actionable solutions.

Responsibilities

• Analyze calls to identify lost deal strategies and improve sales techniques.
• Conduct A/B tests on various sales scripts and tactics.
• Develop a comprehensive training series for new and experienced sales reps.

Skills

B2B Sales

Sales Copywriting

Coaching

CRM Knowledge

A/B Testing

Tools

Hubspot

Video Editing Software

Sales Sequencing Tools

Job description

Wing Assistant is hiring a hands on Sales Enablement Trainer to level up our sales team — not with generic intro decks, but by improving the actual emails, calls, and cadences our reps use every day. This is a coach who has carriedaquotaandclosed, and uses that credibility to make real, measurable improvements on the floor.

If your first instinct when a deal stalls is "let me see the thread and the call recording" — read on.

• Sitinthecalls—liveandrecorded—andfindexactlywheredealsarebeinglost.
• Rewritethecopy,scripts,andsequencesthataren'tconverting,andprovethenewversionworks.
• A/Btestsalesemails,callopeners,demopitches,andtacticslikepersonalizedvideo—keepthewinners,killthelosers.
• Buildandtuneoutboundcadencessorepsfollowupattherighttime,ontherightchannel,withtherightmessage.
• Coachrepsone-on-oneonrealcallsandbuildtheobjection-handlingplaybookforourmarket—thendrillituntilit'sreflexive.
• Produceavideotrainingseriesandself-servemoduleswithassessments,sonewrepsrampfastandtenuredrepskeepsharpening.

You'llthrivehereifyou

• Havepersonallysoldandclosed—ideallyoutbound/high-volumeB2B—andcanshowyournumbers.
• Writesalescopythatconvertsandcanexplainwhyitworks.
• Arecomfortableoncameraandcanproducecleantrainingvideoswithoutaproductionteam.
• CanstructureanA/Btest,readtheresulthonestly,andmakethecall.
• Coachwithoutcrushing—youleaverepsbetterandmoreconfident.
• Movefast:adiagnosisbecomesausablefixinhours,notweeks.
• KnowyourwayaroundaCRM(Hubspotplus)andasalessequencingtool.

Nicetohave

• Experience in virtual staffing, BPO, or managed services
• Pipedrive or CRM automations
• video editing
• sequencing tools (Apollo, Outreach, Salesloft, Instantly, Smartlead)
• prior sales enablement assets (playbooks, battle cards, certification programs)

Howtheroleactuallyruns—fastloop,notslowdecks:

Listen—Diagnose—Build—Intervene.

• You hear the calls, name the specific problem, build the fix the same day, and get it into reps' hands immediately. A pattern that shows up Monday should have a tested correction in motion by midweek.

Whythisrole

• You're joining at a build moment. You'll start lean and resourceful — and as the program proves it drives revenue, it ears more investment and room to grow. This is a roll-up-your-sleeves, multi-hat seat for someone who wants to own the engine, not manage a slide deck.